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VRBO
Luna Flores: Stunning Siesta Key Area with 2 Private Pools, Dog Friendly Perfect for Large Groups
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Luna Flores: Your Dream Vacation Awaits in Sarasota Welcome to Luna Flores, a magnificent vacation rental duplex that b ...
Click For Pricing
VRBO
From $164 per night (USD)
Expedia
Renovated retreat - dog-friendly yard, AC & W/D - snowbirds welcome
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Alta Vista Respite Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $164 per night (USD)
Expedia
From $344 per night (USD)
VRBO
2 Cottages Rented Together | Amazing Heated Pool | Near Beaches
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Summary: Bring your friends, family and loved ones to enjoy an unforgettable escape at this unique property which comfor ...
From $344 per night (USD)
VRBO
From $281 per night (USD)
Expedia
2BR Beachy Speakeasy In St Armand's w/ Rooftop Deck. Walk to Lido Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Step into your fall and winter holiday now at a Sarasota paradise nestled in the heart of St Armand's Circle! This isn't ...
From $281 per night (USD)
Expedia
From $271 per night (USD)
VRBO
Downtown Sarasota near Lido and Siesta
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Adorable 2 Bedroom, 1 Bath house in historic downtown Sarasota on famous Burns Court. The house is full of light with f ...
From $271 per night (USD)
VRBO
From $457 per night (USD)
Expedia
Modern near Siesta Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Private, Stunning, Tropical Oasis located just 4 miles away from Siesta Beach. Fully renovated with 3 bedrooms and 2 ba ...
From $457 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Renovated Luxury Unit Downtown Sarasota with Amazing Water Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
UPDATE: NOVEMBER 2024 - THIS RARELY AVAILABLE PROPERTY HAS JUST BECOME AVAILABLE FOR THE 2024-2025 SEASON DUE TO A CANC ...
From $320 per night (USD)
VRBO
From $247 per night (USD)
Expedia
Luxe Getaway! 2 Mins from Downtown Sarasota , 7 Mins from Airport/Lido Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Thank you for choosing a local instead of a hotel! This unique place has a style all its own. Be the first to experience ...
From $247 per night (USD)
Expedia
From $262 per night (USD)
VRBO
LUXE GETAWAY! New Apt, E-SCOOTERS Available, Corporate, Nurses welcome. Disney+
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Thank you for choosing a local instead of a hotel! This unique place has a style all its own. Be the first to experience ...
From $262 per night (USD)
VRBO
From $178 per night (USD)
VRBO
Coastal Sarasota Condo: Minutes to Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Spend your next beach retreat at this sunny Sarasota vacation rental! The condo provides a comfy and modern home base wi ...
From $178 per night (USD)
VRBO
From $219 per night (USD)
VRBO
Mid-Century 1/1 Near Downtown/Siesta Key/SMH/Arlington Park
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This 1/1 unit is newly renovated with full kitchen, privately fenced patio and yard and private laundry. Walk to Arling ...
From $219 per night (USD)
VRBO
$Guests Love This Home & Location\n 1 Mile to Downtown, Trolley to Beach, Pets OK!$
From $193 per night (USD)
Expedia
Guests Love This Home & Location\n 1 Mile to Downtown, Trolley to Beach, Pets OK!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Charming Sarasota Getaway – Your Private Home Near Downtown & Beaches You've found it! Welcome to your private Sarasota ...
From $193 per night (USD)
Expedia
From $351 per night (USD)
VRBO
3 Bedroom House North End of Siesta Key - Short Walk To Shell Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
At the Banyan Tree Cottage, experience quintessential Sarasota with fun art deco decor mixed with modern conveniences. ...
From $351 per night (USD)
VRBO
From $219 per night (USD)
Expedia
Across from Lido Beach Pavillon, 1 BR, 1 BA w/pool.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nice location directly across from Lido Beach pavillon, concession stand, restrooms, and outdoor showers. Also, close t ...
From $219 per night (USD)
Expedia
From $1759 per night (USD)
VRBO
Walk to Everything, Gulf Views, Waterfront, Heated Resort Style Pool w/ Slide
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation ex ...
From $1759 per night (USD)
VRBO
From $332 per night (USD)
Expedia
Walk to Lido Beach & Dining! 2BR Retreat + New Shared Rec Room, Backyard Grill & Modern Amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $332 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Steps to Lido Beach & St. Armand’s | Stylish 2BR + Game Lounge w/ TVs, Ping-Pong & More!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $320 per night (USD)
VRBO
From $289 per night (USD)
VRBO
STEPS TO LIDO BEACH
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The apartment is located 1/4 block to Lido Beach and about 5-7 minutes walk to world famous St. Armand's Circle. Restau ...
From $289 per night (USD)
VRBO
From $113 per night (USD)
VRBO
Downtown Sarasota Florida Vacation Rental, Pet-Friendly 3BR/2BA,Close to Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Private 3-Bedroom, 2-Bath House — Great for car-free guests (Sleeps up to 6 guests) Welcome to our private and comforta ...
From $113 per night (USD)
VRBO
From $196 per night (USD)
Expedia
Casa Azul 2Bed/1Bath
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Beautifully elegant 2bed/ 1 bath designed specifically for the relaxing and quiet get away that epitomizes a great vacat ...
From $196 per night (USD)
Expedia
From $134 per night (USD)
VRBO
Quaint and classy golf course villa in the Meadows
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This one bedroom/ one bath villa is in the heart of the Meadows community. This pleasant community is surrounded by w ...
From $134 per night (USD)
VRBO
From $134 per night (USD)
Expedia
Peaceful And Private Unit, With Cover Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This unit it's the perfect place to stay in Sarasota, you will enjoy your visit to Sarasota staying with us, because th ...
From $134 per night (USD)
Expedia
From $287 per night (USD)
VRBO
Bayview Cottage - Cozy Cottage near Siesta Key by Gulfcoast Holiday Homes!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in a picturesque neighborhood, this cottage boasts a rich history and character that tells a story. Enjoy the ja ...
From $287 per night (USD)
VRBO
From $402 per night (USD)
Expedia
Midcentury Modern 3 BR - With Pool in Sarasota, Close to Beaches! # VR25-00134
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Designer-owned, 3 bedroom property featuring modern architecture, mid-century inspired furnishings and original terrazzo ...
From $402 per night (USD)
Expedia
From $233 per night (USD)
VRBO
PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED/2BATH & SLEEPS 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
PARADISE INSIDE & OUT! GORGEOUS VIEWS! 2BED/2BATH & SLEEPS 6 “HEY LIDO!!!” Wake up and pinch yourself as you watch t ...
From $233 per night (USD)
VRBO
From $197 per night (USD)
VRBO
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
SarasotaCottageRentals SEEKING LONG TERM TENANTS AUGUST 12th THRU DECEMBER 2024. WE BOOK BY THE CALENDAR MONTH. Occa ...
From $197 per night (USD)
VRBO
From $247 per night (USD)
VRBO
Beautiful Home,4BR/2BR With HEATED POOL, Near Famous Siesta Key & Lido Key Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This beautiful home includes 4 bedrooms, 2 bathrooms and sleeps up to 10 people. Near #1 Rated SIESTA KEY BEACH & LIDO ...
From $247 per night (USD)
VRBO
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Expedia
beachfront condo on 6th floor of the longboat key club resort !
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
6th floor bedroom king suite with 1 bathroom living room area with pull out queen bed and kitchen with washer dryer con ...
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Expedia
From $207 per night (USD)
VRBO
⭐Built in 1911⭐-Historic Home Next To Downtown Sarasota, Close to the Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Built in 1911, Downtown Sarasota historic Victorian-Style single family home sleeps six. Walk to downtown, theater, Shop ...
From $207 per night (USD)
VRBO
From $694 per night (USD)
VRBO
Mid-Century Home w/ Guesthouse Near Downtown/Siesta Key/SMH
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This 3/2 + office + attached 1/1 guesthouse is newly renovated with large fenced yard, screened front patio and 2 washer ...
From $694 per night (USD)
VRBO
From $170 per night (USD)
VRBO
Fisherman Cottage Camp on Whitaker Bayou minutes from Sarasota Main St. downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Adorable Canal Front "Fisherman's Cottage" is located in old Sarasota. Newly remodeled three bedroom/2 bathroom house j ...
From $170 per night (USD)
VRBO
From $241 per night (USD)
Expedia
August Ringling Room - Stay in a piece of Sarasota history - Downtown & Beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Just minutes from beautiful Sarasota Bay and lovely beaches! This upstairs guest room, a 1 BR king with private bath, i ...
From $241 per night (USD)
Expedia
$STEPS TO LIDO BEACH , short walk to ST. ARMAND’S CIRCLE, near LIDO KEY RESORT\n$
From $286 per night (USD)
VRBO
STEPS TO LIDO BEACH , short walk to ST. ARMAND’S CIRCLE, near LIDO KEY RESORT\n
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The apartment is located 1/4 Block to Lido Beach and about 5-7 min walk to world famous St. Armand's Circle. Restaurant ...
From $286 per night (USD)
VRBO
From $517 per night (USD)
VRBO
1/10 mile to Lido Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bright and sunny remodeled and updated beach home featuring wood beamed ceilings and new bamboo wood floors, with three ...
From $517 per night (USD)
VRBO
From $359 per night (USD)
VRBO
Walkable to Siesta Key Village, Saltwater Pool/Spa, BBQ, Pond Views, Bike to Beach in 6 mins
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This beautiful 4-bedroom, 2-bathroom home on Siesta Key is perfect for families or groups looking for a luxurious and re ...
From $359 per night (USD)
VRBO
From $318 per night (USD)
Expedia
2Bd+2 Ba beach cottage w/private front/back yard, screened porch, firepit, grill
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Perfect, private retreat! Time slips into Beach time, where nature guides your days and evenings. Fully renovated post 2 ...
From $318 per night (USD)
Expedia
From $146 per night (USD)
VRBO
Centrally Located Charming Beach Suite in Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to your private guest suite in the heart of Sarasota - just minutes from Siesta Key, St. Armands Circle, and the ...
From $146 per night (USD)
VRBO
From $1304 per night (USD)
Expedia
Beach Residences Beachfront 4 BR Membership Ritz
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Immerse yourself in beachfront bliss at Lido Bliss: Imagine stepping off the elevator into your private sanctuary. Breat ...
From $1304 per night (USD)
Expedia
From $249 per night (USD)
VRBO
Centrally located! 6 miles to Siesta and St. Armands. 2 miles to downtown.
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
After a day of exploring the local sites, sit back and relax on the patio with a beverage and enjoy the beautiful weathe ...
From $249 per night (USD)
VRBO
From $428 per night (USD)
Expedia
Private Beach 1 Block To Lido Beach. 1/2 Mile St. Armand Circle
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Many Five Star reviews on this bright & sunny beach home with two bedrooms, 2 baths, very private, fenced yard, hardwood ...
From $428 per night (USD)
Expedia
From $147 per night (USD)
VRBO
The Empty Nest is Sweet Private Suite, 15 minutes to everything.
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This cozy two-room sweet suite is located close to downtown Sarasota, University Town Center, and only 15 minutes from a ...
From $147 per night (USD)
VRBO
From $475 per night (USD)
Expedia
Tastefully remodeled pool home 7 minutes from the Siesta Key Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tastefully remodeled home only 7 minutes from stunning Siesta Key Beach! As you walk in, you are greeted with all styli ...
From $475 per night (USD)
Expedia
From $625 per night (USD)
VRBO
Big Roomy Beach Cottage: 4 bd/3 ba -2,000 sq ft; 100 ft to beach path; priv pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
One level FL Beach Cottage, 3rd house from Beach Path on N end of Lido Beach. This is a rare find in a nice quiet neighb ...
From $625 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Lido Key Villa! Walk to Beach, St. Armand's Circle, Heated Pool, & Perfect Location!
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $282 per night (USD)
Expedia
From $480 per night (USD)
VRBO
Pool Home, Steps to Secluded Beach Access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Take a deep breath and get ready to relax! This 3 bedroom, 2 bathroom pool home is the perfect place for your next vaca ...
From $480 per night (USD)
VRBO
From $121 per night (USD)
Expedia
Charming Private Garden Cottage hide away in the heart of Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
have your own tropical garden hide away in the heart of Sarasota. quiet and newly-remodeled. Everything is new and well ...
From $121 per night (USD)
Expedia
From $297 per night (USD)
VRBO
Sarasota Bay Views Luxury Waterfront
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Our luxury waterfront modern beach condo is beautifully situated with sweeping sunset views over Sarasota Bay. Close to ...
From $297 per night (USD)
VRBO
Click For Pricing
Expedia
Sarasota's Gem | Private Pool, Hot Tub, Putting Green!
Bedrooms:
2
Bathrooms:
4
Sleeps:
11
BNB Breeze Presents: Sarasota's Gem! Experience this stunning beach home in the heart of Sarasota! Located just 15 minut ...
Click For Pricing
Expedia
From $376 per night (USD)
VRBO
Moroccan Bungalow | Design Home w/ Saltwater Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
BNB Breeze Presents: Moroccan Bungalow! Step into the enchanting world of the Moroccan Bungalow. This spacious coastal ...
From $376 per night (USD)
VRBO
From $427 per night (USD)
Expedia
Sandy Feet Retreat | Private Pool + Ping Pong!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
BNB Breeze Presents: Sandy Feet Retreat! Experience this entertaining and inviting home in the heart of Sarasota, Flori ...
From $427 per night (USD)
Expedia
From $440 per night (USD)
VRBO
The Airy Bungalow | Outdoor Oasis w/ Private Pool + Outdoor Kitchen!
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
BNB Breeze Presents: The Airy Bungalow! Experience our newly-enhanced retreat, located in the heart of Sarasota, just 1 ...
From $440 per night (USD)
VRBO
From $608 per night (USD)
Expedia
Sea Esta | Private Saltwater POOL + Putting Green!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
BNB Breeze Presents: Sea Esta! Experience this stunning, newly-renovated home in the heart of Sarasota, located just 10 ...
From $608 per night (USD)
Expedia
From $430 per night (USD)
VRBO
Ventana Rosa | Beautiful Sarasota Home Near Siesta Key w/ Private Pool & Large Outdoor Space
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
🌴 Ventana Rosa | Heated Pool + Lush Tropical Outdoor Living 💖 Why You'll Love This Home Wrapped in tropical foliage a ...
From $430 per night (USD)
VRBO
Click For Pricing
Expedia
Joyful pool home near downtown Sarasota and beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Great house with all the commodities that you need to relax and spend a nice vacation. The open-plan living/dining/famil ...
Click For Pricing
Expedia
From $457 per night (USD)
VRBO
Historic Cottage in Downtown Sarasota
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This 1937 home, called the Doll House, was used by the Ringling Circus for performers. Rumor has it that the Doll Family ...
From $457 per night (USD)
VRBO
From $163 per night (USD)
VRBO
Welcome to your perfect beachside getaway at Lido Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your dream vacation spot on Lido Key! Just steps away from the beautiful white sands of Lido Beach and a mere ...
From $163 per night (USD)
VRBO
From $112 per night (USD)
VRBO
Home within walking distance from downtown, peaceful nature surrounds the home
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
This three bedroom, two bath home is a wonderful place to relax and rejuvenate, enjoy the surroundings and the location. ...
From $112 per night (USD)
VRBO
From $150 per night (USD)
VRBO
Stoneybrook Golf Course Condo - 18th Fairway View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
THIS PROPERTY IS MORE SUITABLE FOR COUPLES WHO PREFER A LONGER TERM STAY. This gorgeous, beautifully furnished, spaciou ...
From $150 per night (USD)
VRBO
From $600 per night (USD)
VRBO
Luxury 3/3 with Heated Pool, Spa, & Putting Green!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Experience luxury at this newly remodeled home with a brand-new pool, spa, and putting green. Centrally-located near dow ...
From $600 per night (USD)
VRBO
Click For Pricing
Expedia
BEACHY PARADISE close to Siesta Key!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your home away from home! This spacious and bright pool and jacuzzi home will immerse you into a luxurious be ...
Click For Pricing
Expedia
From $135 per night (USD)
VRBO
Cozy and comfy 2/2 apartment in a great location
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful two bedroom apartment in a well-maintained gated community, with beautiful fountains that are softly lighted a ...
From $135 per night (USD)
VRBO
From $233 per night (USD)
VRBO
Beautiful 2 bedroom 2 bath perfect location across the street from lido beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is the perfect location barefoot steps to lido beach. large 2 bedroom 2 bath king size beds in both bedrooms. ...
From $233 per night (USD)
VRBO
From $264 per night (USD)
VRBO
Sarasota Gateway Beach House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Perfectly located in the heart of the safe/quiet downtown Alta Vista neighborhood of Sarasota! You are centrally locate ...
From $264 per night (USD)
VRBO
From $482 per night (USD)
Expedia
Contemporary, Downtown location, Pool, Spa & Sauna, very close to Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Gorgeous courtyard pool home features high end quality construction throughout with high end upgrades, open split floor ...
From $482 per night (USD)
Expedia
From $276 per night (USD)
VRBO
3/2 with Private Heated Pool and Spa minutes from Downtown and Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our newly renovated, stunning mid-century modern 3-bedroom home. Explore the #1 top-rated Siesta Key Beach, j ...
From $276 per night (USD)
VRBO
From $340 per night (USD)
VRBO
Tropical Oasis Near Siesta Key Beach, Air Purifier, 6 Beds, Sleeps 8
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This beautifully remodeled and fully furnished home is a rare find! It has the best of everything: Convenient access t ...
From $340 per night (USD)
VRBO
From $235 per night (USD)
VRBO
Lovely Condo with View of Lido beach and walking distance to St Armand's Circle
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautifully renovated 2 bedroom, 2 bath, End unit in the highly sought after Lido Shores Condominium. The spacious and ...
From $235 per night (USD)
VRBO
From $378 per night (USD)
Expedia
Spacious 2BR Sarasota Executive Suite – Suited for Business, Medical Stay, Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Property Welcome to one of the most exciting vacation rental properties in Sarasota. The Southside Village Executive ...
From $378 per night (USD)
Expedia
From $1574 per night (USD)
VRBO
Siesta Key Retreat Sarasota Florida
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Located on Siesta Key on a dead end street is our 4 bedroom 3 bath home spacious enough for a large family gathering. ...
From $1574 per night (USD)
VRBO
From $253 per night (USD)
VRBO
Beautifully updated condo with incredible Gulf of Mexico views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sea Village is a waterfront community in Siesta Key Village. You can enjoy watching the dolphins or the amazing sunsets ...
From $253 per night (USD)
VRBO
$Kingston Arms Paradise!\n Saint Armands Circle & Lido Beach! Fully Equipped!$
From $182 per night (USD)
VRBO
Kingston Arms Paradise!\n Saint Armands Circle & Lido Beach! Fully Equipped!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Kingston Arms Condominium, an exquisite retreat located on vibrant Saint Armands Circle in Sarasota, Florida. ...
From $182 per night (USD)
VRBO
From $176 per night (USD)
VRBO
Close to the Beach and Downtown Relaxing Retreat!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Downtown Relaxing Retreat: This peaceful getaway offers the perfect place to relax after spending the day at the local f ...
From $176 per night (USD)
VRBO
From $233 per night (USD)
VRBO
Pre furnished 3 bed 2 bath house nearby the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The recently remodeled house comes pre furnished with kitchen appliances including a washer and dryer, wireless internet ...
From $233 per night (USD)
VRBO
From $254 per night (USD)
Expedia
Chic Downtown Gem - The Cocoanut Hut, newly constructed
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to The Cocoanut Hut, our chic/modern take to the classic beach hut. 10mins to world class Lido Key/Siesta Key be ...
From $254 per night (USD)
Expedia
From $227 per night (USD)
VRBO
Warm and Inviting pet-friendly 2BR/2BA in Idyllic Bay Front Neighborhood
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful late 70's home with primary bedroom suite and bath, and guest bedroom with adjacent bathroom. Large fenced ya ...
From $227 per night (USD)
VRBO
From $489 per night (USD)
Expedia
Charming Beach Cottage on Lido Beach....walk to the beach and St Armand's Circle
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Slow down enjoy this Cozy Beach Cottage steps from Lido Beach and St Armand's Circle. This comfortably decorated home h ...
From $489 per night (USD)
Expedia
From $463 per night (USD)
VRBO
4bd/3bth Renovation With Heated Pool near Downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Beautiful renovation, great for people who want a large house to spend evenings at the pool with dining area and drill! ...
From $463 per night (USD)
VRBO
From $174 per night (USD)
Expedia
Beautiful renovated 4th floor Condo across the street from Lido beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful 2 bedroom 4th floor condo located on Lido Key (Sarasota). Enjoy beautiful walks, the beach and the nice pool/h ...
From $174 per night (USD)
Expedia
From $194 per night (USD)
VRBO
Updated,Sunny Cottage🌴near famous beaches🏝half mile to Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Relaxing and charming 3 bedrooms, 2 bathrooms cottage walking distance /half mile/ to Main steet, Downtown, parks, resta ...
From $194 per night (USD)
VRBO
From $996 per night (USD)
Expedia
Eclectic Sarasota Spiritual Oasis - Pool, BBQ, Firepit & Short Walk to the Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to the Bohemian Bungalow! Spiritual Oasis! This is the perfect location for those who have a flair for the heal ...
From $996 per night (USD)
Expedia
Click For Pricing
VRBO
Contemporary Coastal Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The cool and calming coastal feel of this mid-century modern home will set the scene for your next relaxing vacation her ...
Click For Pricing
VRBO
From $202 per night (USD)
Expedia
Great Location, 2 Bdrm, 2bath, Private backyard.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
2BR/2BA Retreat in Sarasota’s Flower Streets – Near Beaches! Discover this newly furnished 2-bed, 2-bath home in Saras ...
From $202 per night (USD)
Expedia
From $200 per night (USD)
VRBO
Lido Beach Ocean View/POOL Sarasota Beachfront OFF SEASON RATES
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Lido Beach Spectacular Ocean View. St. Armands Circle. Close to many shops, resTaurants and entertainment. Deluxe unit ...
From $200 per night (USD)
VRBO
From $229 per night (USD)
Expedia
14th floor condo heart of city ,overlooking bay .Available 3months or yearly !
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
It’s a beautiful 2 BR, 1 Bath corner unit with 270 degree view of the bay as well as city with one allocated parking o ...
From $229 per night (USD)
Expedia
From $190 per night (USD)
VRBO
Studio Apartment, Safe & Walkable area, Pet Friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Super cute, secure and private in downtown Sarasota. Queen sized bed and sofa with private bathroom/shower. Located abov ...
From $190 per night (USD)
VRBO
From $290 per night (USD)
Expedia
Entire Standalone Lido Beach Villa, 1.2k sf, 1 block to the beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to our cute, spacious, sun filled and newly renovated Beach Villa. A Happy place for sandy feet, friends, and fa ...
From $290 per night (USD)
Expedia
From $176 per night (USD)
VRBO
Sarasota Downtown, Best Location For Your Vacation!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in the heart of Sarasota City, just minutes to shopping, dining, golf courses, and of course the #1 Beach in the ...
From $176 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Lovely Lido Beach Retreat Villa
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This lovely Lido Beach Villa will delight you with its contemporary charm and beautiful new pristine interior. Newly ren ...
From $274 per night (USD)
Expedia
From $273 per night (USD)
VRBO
2 min walk to LIDO BEACH. approx 5-7 min walk to ST. ARMANDS CIRCLE
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Property is located 1/4 block to Lido Beach. 5-7 min walk to world famous St. Armand’s Circle. Near Lido Key Resort Ho ...
From $273 per night (USD)
VRBO
From $281 per night (USD)
VRBO
2 min walk to LIDO BEACH & approx 5-7 min walk to ST ARMANDS CIRCLE
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Apartment located 1/4 block to Lido Beach. 2 min walk - close to Lido Key Resort Hotel. Close to marina, 5 min walk to ...
From $281 per night (USD)
VRBO
From $178 per night (USD)
VRBO
Private corner/blocks from SelbyGardens/pets/2 parking spots/elevator/3-mon min
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Fabulous remodeled Villa Jasmine offers French doors to 2 private balconies for grilling, relaxing. Beautiful views of l ...
From $178 per night (USD)
VRBO
From $120 per night (USD)
Expedia
Lido Key Hide-Away for Two
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Upon arrival, you will find the Hide-Away nestled at the rear of the property. A paver pathway will lead to a cozy, fen ...
From $120 per night (USD)
Expedia
From $525 per night (USD)
VRBO
🏝Private Gated Home w/ heated pool - a 1 minute walk to St Armands Circle🏖
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Premier local manager, Destination Paradise welcomes you to “The President”… a cozy 3 bedroom 3 bath vacation home with ...
From $525 per night (USD)
VRBO
From $595 per night (USD)
Expedia
Gertrude's Siesta | Private Patios, Beach & Village, 100 steps to Best Views on Siesta Key!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Casa Tranquilla Spacious luxury home, 100% private, just 100ft from best views on Siesta Key. Impeccable 2025 remodel a ...
From $595 per night (USD)
Expedia
From $384 per night (USD)
VRBO
Walk to Lido Beach, Walk to Armand Cir with Dining & Shopping, WiFi, Xfinity, 2TV's, Heated Pool/Spa
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Enjoy automatic discounts based on your stay length, no codes needed, and the price you see already includes your saving ...
From $384 per night (USD)
VRBO
From $243 per night (USD)
Expedia
Lido Beach and St. Armand's Circle at your Footsteps.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sarasota Certificate of Registration # VR22-00027 Minimum 7 night stay Beautiful, roomy, sunny 2BR, 2 BA old style Flori ...
From $243 per night (USD)
Expedia
$Lido Beach Gulf View Condo w/ pool. Right across from beach! !\nOFF SEASON RATES$
From $156 per night (USD)
VRBO
Lido Beach Gulf View Condo w/ pool. Right across from beach! !\nOFF SEASON RATES
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Panoramic ocean View . 1bd, 1bth located immediately across for the beach. Right in the middle of Lido Beach. Close t ...
From $156 per night (USD)
VRBO
From $349 per night (USD)
Expedia
One Bedroom Apartment #3 in Historic Burns Square district, downtown Sarasota
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
My historic building was built in the 1950's and has clean character and ambiance. Walking distance to Whole Foods/Publi ...
From $349 per night (USD)
Expedia
From $699 per night (USD)
VRBO
Casa Leone | Pet Friendly 🐶 on Siesta Key w/ Private Heated Pool, Golf Cart, & Putting Green!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Unparalleled Luxury at Casa Leone, Siesta Key's Hidden Gem Welcome to Casa Leone, your ultimate luxury getaway on Siesta ...
From $699 per night (USD)
VRBO
From $197 per night (USD)
VRBO
Great Location! Close to Payne Park, Legacy Trail, Downtown VR24-00316
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Great location! Cozy home with a mid-century flair in a quiet neighborhood near downtown Sarasota. Family friendly home ...
From $197 per night (USD)
VRBO

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